4-Pentenal → 1,8-Nonadien-5-ol

HRID 16225

반응식

HRID 16225 반응식
[CH2:1]([Mg]Br)[CH2:2][CH:3]=[CH2:4].[CH:7](=[O:12])[CH2:8][CH2:9][CH:10]=[CH2:11]>O1CCCC1>[CH2:4]=[CH:3][CH2:2][CH2:1][CH:7]([OH:12])[CH2:8][CH2:9][CH:10]=[CH2:11]

참가 물질

4

반응물 2

HCID 164184-PentenalHCID 178418797HCID 178418797, 화합물

생성물 1

HCID 118295421,8-Nonadien-5-ol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3-Butenyl-magnesium bromide (125 mL, 0.5 M in tetrahydrofuran, 62.5 mmol) was added drop wise to a stirred and cooled (−78° C.) solution of pent-4-enal (4 g, 48.07 mmol) in dry tetrahydrofuran (160 mL). After the addition, the solution was warmed to room temperature and then quenched with NH4Cl solution. The mixture was partitioned with diethyl ether and the organic phase was washed with brine, dried (MgSO4), filtered, and evaporated. The residue was purified over silica gel using 5-15% diethyl ether in hexanes to give the title compound as an oil.

후처리

  1. additionAfter the addition
  2. customquenched with NH4Cl solution
  3. customThe mixture was partitioned with diethyl ether
  4. washthe organic phase was washed with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was purified over silica gel using 5-15% diethyl ether in hexanes

출처 및 근거

ORD 기록
ord-e98f6149fafa44c789cdbd4327d485dc
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737137B2

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